
Family-friendly holiday rentals in Monte San Savino
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Top-rated family-friendly rentals in Monte San Savino
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
KitchenFamilyWalkability
4.93 out of 5 average rating, 292 reviews
Il Capoverso Sunie Farmhouse, 2nd floor, 4+1p
Cozy and ideal for visiting art cities such as Arezzo, Siena, Florence, Cortona, Montepulciano. SUNIE is located on the 1st floor of an old farmhouse (three apartments) and is accessed by a private external staircase. It has a beautiful view of the hills, a pergola with table and deck chairs, 1 double bedroom, 1 double bedroom and 1 small single bedroom, 1 bathroom, and a living room with open kitchen. 15x5m swimming pool in a private location, free Wi-Fi. Production of high-quality E.V.O. oil, ancient fruits, organic vegetable garden.
KitchenIndoor spacesBarbecue
4.98 out of 5 average rating, 101 reviews
Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
KitchenIndoor spacesWi-Fi
4.99 out of 5 average rating, 531 reviews
Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
KitchenFamilyLayout
4.9 out of 5 average rating, 241 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
FamilyIndoor spacesQuiet
4.95 out of 5 average rating, 146 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
Indoor spacesFamilyHospitality
4.99 out of 5 average rating, 116 reviews
Tuscan farmhouse stay with restaurant and pool
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
FamilyKitchenCleanliness
4.94 out of 5 average rating, 107 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
FamilyKitchenParking
5.0 out of 5 average rating, 352 reviews
La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
Indoor spacesKitchenQuiet
4.96 out of 5 average rating, 102 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
KitchenFamilyOutdoor spaces
4.98 out of 5 average rating, 107 reviews
Tuscany View - Villa Arianna
This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.
FamilyIndoor spacesSleep quality
4.99 out of 5 average rating, 123 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
FamilyKitchenPool
4.92 out of 5 average rating, 173 reviewsPopular amenities for Monte San Savino family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking
KitchenIndoor spacesParking
4.93 out of 5 average rating, 334 reviews
Wine Experience Villa in Montepulciano
FamilyIndoor spacesWalkability
4.97 out of 5 average rating, 126 reviews
Palazzo Monaci - Pool in the Crete Senesi
FamilyKitchenBathroom
4.96 out of 5 average rating, 142 reviews
Villa di Geggiano – Guesthouse
FamilyIndoor spacesView
4.99 out of 5 average rating, 155 reviews
Farmhouse in Chianti with Swimming Pool
FamilyIndoor spacesLaundry
4.99 out of 5 average rating, 516 reviews
Charming Tuscan Villa in Val d'Orcia with a view
Indoor spacesFamilyWi-Fi
4.97 out of 5 average rating, 130 reviews
La Pieve - the house next to the church
FamilyKitchenBathroom
4.97 out of 5 average rating, 117 reviews
Casa Dolce Toscana | Panoramic Suites & Views
Indoor spacesKitchenLaundry
4.98 out of 5 average rating, 184 reviewsFamily- and pet-friendly home rentals

Stone farmhouse in Val D'Orcia
Indoor spacesFamilyBiking
4.97 out of 5 average rating, 159 reviews
Breeder's Room - Triple room breakfast included
FamilyIndoor spacesQuiet
5.0 out of 5 average rating, 108 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
Indoor spacesKitchenNearby
4.92 out of 5 average rating, 359 reviews
La Lisa: country house surrounded by fields
KitchenFamilyValue
4.94 out of 5 average rating, 135 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
KitchenFamilyNearby
5.0 out of 5 average rating, 116 reviews
Tuscan cottage with an heavenly view
KitchenFamilyBarbecue
4.97 out of 5 average rating, 250 reviews
Pink like the sunset sky
KitchenIndoor spacesShared spaces
4.99 out of 5 average rating, 235 reviews
Piazza Grande Boutique Apartment
Indoor spacesFamilyCleanliness
5.0 out of 5 average rating, 155 reviewsFamily-friendly home rentals with a pool

Villa Capanna, Private Pool, Breathtaking Views
KitchenIndoor spacesCheck-in
4.89 out of 5 average rating, 309 reviews
Casa Granaio | Ground floor 1-bedroom apartment (2
Indoor spacesFamilyBiking
4.96 out of 5 average rating, 82 reviews
Private villa with pool
FamilyCheck-inPool
5.0 out of 5 average rating, 13 reviews
Beautiful villa with pool in secluded location
KitchenFamilyComfort
5.0 out of 5 average rating, 45 reviews
Il Podere - Rustic charm in Tuscany
Indoor spacesFamilyDecor
5.0 out of 5 average rating, 10 reviews
Unique Villa in Tuscany
Indoor spacesFamilyPool
4.93 out of 5 average rating, 42 reviews
Sasso Canaldo Charming property in Tuscany
KitchenFamilyView
5.0 out of 5 average rating, 6 reviews
Hidden gem in Tuscany
FamilyKitchenQuiet
5.0 out of 5 average rating, 56 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino





